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Local Events in Middleburg

Come & Join the Fun!

Renowned as the Nation’s Horse & Hunt Capital, Middleburg offers a variety of equestrian events throughout the year, including the Middleburg Spring Races and the Virginia Fall Races. It’s also a well-known destination for the arts with events like the Middleburg Film Festival and Art in the Burg.

Christmas in Middleburg draws thousands of visitors, who line the streets on the first Saturday in December to watch the parade and the Middleburg Hunt Revue.

Check the calendar below to find out what’s happening around town.

Audience in lawn chairs clapping in front of National Sporting Library and Museum
April 2024

The Happiness of Color Spring Jewelry Event

The Byrne Gallery is pleased to present The Happiness of Color Spring Jewelry Event 2024. This special exhibition will feature jewelry and accessories for the new season by five local designers: Olga Chan, Debra Fabian, Margarita Smoroda, Kathryn Stanko and Susie Lipscher of Plum Blossom Kimono. Each of their one-of-a-kind collections incorporates color and compositions […]
Apr 06 - Jul 31
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117

“Honoring the Point” The Gwynne McDevitt Sporting Dog Collection

Last spring, the National Sporting Library & Museum (NSLM) was the recipient of a generous bequest from Gwynne McDevitt. This illuminating sporting dog exhibition is comprised of 86 paintings, works on paper, sculptures, and a weathervane. The collection presents a range of dog breeds and subject matter: gun dogs in the field, foxhounds, canine portraits, […]
Apr 12 - Sep 15
All Day
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117
May 2024

Champagne & Flowers 2024!

The Byrne Gallery is proud to present Champagne & Flowers 2024! an exhibition for the month of May by five talented local artists: Craig Arnold, Suzanne Lago Arthur, Caroline Hottenstein, Jeffrey Kibler and Carolyn Marshall Wright. Celebrating Flowers, Gardens and Spring, this exhibition will feature a range of artistic media. The artists will present works […]
May 01 - 31
All Day
The Byrne Gallery
7 W Washington St, Middleburg, VA 20117

Paint Out: In the Walled Garden Independent Work Session for Artists

The Oak Spring Garden Foundation is pleased to host this unique opportunity for practicing artists to visit and paint, draw or create other works inspired by the beauty found within the formal walled garden of Rachel “Bunny” Mellon. This event is designed for practicing artists, such as plein air painters or botanical illustrators, or other […]
May 04
8:00 am - 12:00 pm
Oak Spring Garden Foundation Walled Garden
8616 Mill Reef Road, Upperville, VA 20184

Middleburg Farmer’s Market

The Middleburg Farmers Market season begins on Saturday, May 4th at the Middleburg Town Hall. The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the […]
May 04
9:00 am - 12:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117

An Exploration of Landscape and History

The Oak Spring landscape is full of hidden history – in the trees, the rocks, the rock walls, and the arrangement of forest and field. On this one-day program we will explore the countryside of Oak Spring and Rokeby and learn to see the landscape through a lens of history, and of contemporary ecology and […]
May 04
11:00 am - 4:30 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184

Spring Concert of the Washington Sängerbund

The Washington Sängerbund will be exploring German song through the ages from a 12th century melody with words by the famous German Minnesänger, Walther von der Vogelweide (c.1170 – c.1230) up to and including a 20th century piece, by composer Max Reger, commemorating the invention of the Zeppelin. This performance is free and open to […]
May 04
4:00 pm - 5:30 pm
Emmanuel Parish House
105 E Washington St, Middleburg, VA 20117

Somm Sunday: Australia and New Zealand

Join Slater Run on a voyage around the wine world. Led by Somm, Sara Gann, this is sure to be a fun and educational history and sipping lesson – perfect for those looking to expand their wine knowledge, or for those just looking for a more unique tasting experience. Wines will be paired with small […]
May 05
1:00 pm - 2:15 pm
Slater Run Vineyards
1500 Crenshaw Rd, Upperville, VA 20184

Land Trust of Virginia’s 26th Annual Garden Party

Please join the Land Trust of Virginia for the 26th Annual Garden Party to Save Virginia’s Countryside. The festivities will be held on the lawn of Lena Scott Lundh and Lennart Lundh’s historic Marly and recipients of LTV’s Annual Conservation Awards will be honored. Enjoy ample culinary farm-to-table fare and our signature easement cocktail “The […]
May 05
4:00 pm - 7:00 pm

Poetry Book Club

Welcome to the brand-new Middleburg Books Poetry Book Club! We’re thrilled to host readers at our jewel-box of a shop as we discuss an array of poetry titles. Our inaugural selection for May is “Soft Science” by Franny Choi, which is a slim volume that appeals to poetry veterans and newcomers alike. If our little […]
May 07
5:00 pm - 6:00 pm
Middleburg Books
17 South Madison Street, Middleburg, Virginia, 20117

“Wings Over Water” Screening

Join NSLM for the 45-minute film, Wings Over Water. This documentary tells the story of the epic journeys of three amazing bird families – the Sandhill Crane, the Yellow Warbler, and the Mallard Duck – with extraordinary footage of their fascinating behaviors. Audiences will be captivated by the triumphs and challenges of these remarkable creatures […]
May 09
5:30 am - 6:30 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117

Plein Air at Farmer’s Delight

Farmer’s Delight was built in the 18th century by Colonel Joseph Flavius Lane. and is on the Register of National Historic Places. The farm is on 90 acres and features an arboretum, magnolia grove, lovely gardens, beautiful views to the Rideg Mountains, ancient columns, and a number of outbuildings, including a chapel. Click here to […]
May 09
9:00 am - 1:00 pm

Mother’s Day Flower Arrangement Workshop

Join MCC for a fun-filled Mother’s Day Flower Workshop! Treat the mom in your life to a special day of creativity and bonding as you learn how to create beautiful floral arrangements together. Middleburg’s own Bridget Wilson will guide you through the process, ensuring you leave with a stunning bouquet to gift or keep. This […]
May 09
5:00 pm - 7:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117

Middleburg Farmer’s Market

The Middleburg Farmers Market season begins on Saturday, May 4th at the Middleburg Town Hall. The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the […]
May 11
9:00 am - 12:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117

Art in the Burg

Art in the Burg is back! Head on down to South Madison and Federal Streets for the best art street festival around! 10:05am Storytime with Mary Beth of Middleburg Books 10:30-11:00am “Tribute to Mom” – Local students and community members celebrate mothers through poem and song. 11:00-11:30 Paws & Picasso Fashion Show – You’ll see […]

Tea in Mrs. Mellon’s Garden

Please join Oak Spring Garden Foundation this Mother’s Day weekend to celebrate the mother, grandmother or special woman in your life while enjoying the beauty of Mrs. Mellon’s spring garden. As musicians play, indulge in a selection of fine teas and a variety of sweet and savory offerings prepared by our Chef Jason Neve. Garden […]
May 11
11:00 am - 1:00 pm
The Oak Spring Garden Foundation Formal Garden
4884 Sea Hero Lane, Upperville, VA 20184

Mother’s Day Bulgarian Rose Event

Welcome Spring in Middleburg just in time for Mother’s Day! Make a scented gift to your mother to freshen her day with Aromatherapy Aura Mist, Bulgarian Rose Water, Artisan Shea butter hunt country soaps and Lavender Hand balms. The creative team of the Museum of Hounds and Hunting NA lead by Katrina Ryan- Director of […]
May 11
11:00 am - 4:00 pm
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117

Fields of Athenry Mother’s Day Pop-Up

Come out and celebrate Mom with Fields of Athenry! Farm-to-table fare, open seating and a full bar offering mimosas to create the best of memories! Our Surf ‘n Turf dish must be pre-ordered on our website by May 5 by noon. Bring your guests, seating is first come first serve, grab a mimosa and enjoy […]
May 11
11:30 am - 6:00 pm
Fields of Athenry Bistro
7 West Washington Street, Middleburg, VA 20117

Celebration of Mom Brunch Buffet

Treat mom to a very special Mother’s Day brunch in our grand ballroom featuring a raw bar, omelet and carving stations, plus endless desserts and much more. $205 per adult, $70 per child, excludes tax and gratuity. Reservations required. To reserve, please call 866-888-05124.
May 12
10:00 am - 2:00 pm
Salamander Resort & Spa
500 North Pendleton St. Middleburg, VA 20117

Boxwood Mother’s Day Brunch

Get ready to honor Mom in style at the inaugural Boxwood Mother’s Day Brunch in collaboration with The Whole Ox! Treat her to a unique brunch menu in the serene setting of the Vineyard Pavilion, complemented by the soothing tunes of live jazz performed by Ryan Sill. The Whole Ox’s Chef Steven Sexton will be […]
May 12
11:00 am - 3:00 pm
Boxwood Estate Winery
2042 Burrland Ln, Middleburg, VA 20117

Mother’s Day Garden Party Brunch

Treat your mother to a special day this Mother’s Day with a luxurious outdoor brunch with live music and surrounded by the serene beauty of the Woodsy Garden. Goodstone’s talented culinary team is dedicated to creating an impressive buffet spread, ensuring everyone, not just the mothers, will enjoy this special day. Click here for reservations!
May 12
11:00 am - 3:00 pm
Goodstone Inn & Restaurant
36205 Snake Hill Rd, Middleburg, VA 20117

Mother’s Day Bulgarian Rose Event

Welcome Spring in Middleburg just in time for Mother’s Day! Make a scented gift to your mother to freshen her day with Aromatherapy Aura Mist, Bulgarian Rose Water, Artisan Shea butter hunt country soaps and Lavender Hand balms. The creative team of the Museum of Hounds and Hunting NA lead by Katrina Ryan- Director of […]
May 12
11:00 am - 4:00 pm
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117

Mother’s Day Tea

Enjoy afternoon tea in a fabulous setting with sweeping views of the Virginia countryside. Savor a variety of organic teas, tea sandwiches, petit fours and other traditional accompaniments, plus a glass of Laurent-Perrier champagne. $95 per adult, $45 per child, excludes tax and gratuity. Reservations required. Reserve through OpenTable under the “Experiences” tab.
May 12
11:30 am - 1:00 pm
Salamander Resort & Spa
500 North Pendleton St. Middleburg, VA 20117

DocWeek Middleburg

DocWeek Middleburg Film Festival (formerly Doc5) is one of the area’s most intriguing and enjoyable cultural events. Showing five films in five days in the beautiful Shenandoah Springtime, the festival is a chance for documentary film lovers to be informed, be delighted, or both. Click here for tickets!
May 14 - 18
8:00 am - 6:00 pm
Middleburg Community Center
300 W Washington St, Middleburg, VA 20117

Buchanan Hall Farmer’s Market

The Buchanan Hall Farmer’s Market is back for the 2024 season! Every Wednesday at The Hall on Route 50 in Upperville, shop a collection of local produce, meat, dairy, bread, bagels, artisan items and more! The third Wednesday of the month is the BIG BAZAAR Day, when the Market will host additional artisan and boutique […]
May 15
4:30 pm - 7:30 pm
Buchanan Hall
8549 John S. Mosby Hwy. Upperville, VA 20184

Biodiversity Walk

Join the Biodiversity Conservation Team for a biodiversity walk across the forests and meadows at Oak Spring Garden Foundation. The morning will consist of a walking tour across parts of the 700-acre property to highlight spring flora and fauna as well as conservation land management practices implemented here at the foundation. Novice and seasoned wildlife […]
May 18
9:00 am - 12:00 pm
Oak Spring Garden Foundation
1776 Loughborough Lane, Upperville, VA 20184

Middleburg Farmer’s Market

The Middleburg Farmers Market season begins on Saturday, May 4th at the Middleburg Town Hall. The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the […]
May 18
9:00 am - 12:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117

Vintage Market

Visit Lost Barrel Brewing in Middleburg for a day of vintage shopping, music, beverages, food and good friends! Support local small business while hunting for your treasures. Our desire is to bring together the community in a joy-filled day of shopping, music and good friends! Enjoy the hunt and support sustainability. Whether you’re a vintage […]
May 18
11:00 am - 4:00 pm
Lost Barrel Brewing
36138 John Mosby Hwy, Middleburg, VA 20117

Boots, Bridles & Bling Barn Dance

Join Loudoun Therapeutic Riding in celebrating at the Boots, Bridles & Bling Barn Dance this May. Listen and dance to boot-stompin’ live music, bid in exciting live and silent auctions, and indulge in a delicious dinner by Mission BBQ and beverages by One Family Brewing to support our students! Click here for tickets!
May 18
5:00 pm - 10:00 pm
Loudoun Therapeutic Riding
14490 Berlin Turnpike, Lovettsville, VA 20180

Buchanan Hall Farmer’s Market

The Buchanan Hall Farmer’s Market is back for the 2024 season! Every Wednesday at The Hall on Route 50 in Upperville, shop a collection of local produce, meat, dairy, bread, bagels, artisan items and more! The third Wednesday of the month is the BIG BAZAAR Day, when the Market will host additional artisan and boutique […]
May 22
4:30 pm - 7:30 pm
Buchanan Hall
8549 John S. Mosby Hwy. Upperville, VA 20184

Middleburg Farmer’s Market

The Middleburg Farmers Market season begins on Saturday, May 4th at the Middleburg Town Hall. The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the […]
May 25
9:00 am - 12:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117

65th Hunt Country Stable Tour

Make your plans now for Memorial Day Weekend and partake in the 65th Annual Hunt Country Stable Tour, a weekend filled with equestrian elegance, rural charm, and the timeless beauty of Hunt Country! Whether you’re a seasoned rider, a horse enthusiast, or simply captivated by the grace of these magnificent animals, this event promises something […]
May 25
10:00 am - 4:00 pm
Trinity Episcopal Church
9108 John S. Mosby Hwy, Upperville, VA 20184

Art Show to Celebrate 100th Anniversary of the Old Dominion Hounds

Art sale of paintings and bronze sculptures. A benefit for the Old Dominion Hounds. Proceeds from sale to suport the Old Dominion Educational and Environmental Foundation and the Musuem of Hounds and Hunting North America for Museum Members and their guests. Secure tickets in person at the Musuem at 11 W. Washington Street or online!
May 25
11:00 am - 4:00 pm
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117

Art Show to Celebrate 100th Anniversary of the Old Dominion Hounds

Art sale of paintings and bronze sculptures. A benefit for the Old Dominion Hounds. Proceeds from sale to suport the Old Dominion Educational and Environmental Foundation and the Musuem of Hounds and Hunting North America for Museum Members and their guests. Secure tickets in person at the Musuem at 11 W. Washington Street or online!
May 26
11:00 am - 4:00 pm
Museum of Hounds & Hunting
11 West Washington Street, Middleburg, VA 20117
people at library sketching

Sunday Sketch

Held the last Sunday of every month. Participation in the program is free and open to the public: no sign-up is required, and all necessary materials are provided. Visitors may also enjoy free admission to the Museum on these days, regardless of participation in the program. The NSLM reserves the right to cancel or reschedule […]
May 26
2:30 pm - 4:00 pm
National Sporting Library & Museum
102 The Plains Rd, Middleburg, VA 20117

Buchanan Hall Farmer’s Market

The Buchanan Hall Farmer’s Market is back for the 2024 season! Every Wednesday at The Hall on Route 50 in Upperville, shop a collection of local produce, meat, dairy, bread, bagels, artisan items and more! The third Wednesday of the month is the BIG BAZAAR Day, when the Market will host additional artisan and boutique […]
May 29
4:30 pm - 7:30 pm
Buchanan Hall
8549 John S. Mosby Hwy. Upperville, VA 20184

Middleburg Day

Middleburg Day will celebrate the joy and connection of our community – consider it a community picnic – with great food, music, games, and community spirit. Food will be provided by the Town! This space provides ample room to set out a picnic blanket, toss a frisbee, gather with friends, listen to music and enjoy […]
May 31
5:00 am - 7:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117
June 2024

Middleburg Farmer’s Market

The Middleburg Farmers Market season begins on Saturday, May 4th at the Middleburg Town Hall. The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the […]
Jun 01
9:00 am - 12:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117

171st Upperville Colt & Horse Show presented by MARS Equestrian™

The 2024 Upperville Colt & Horse Show presented by MARS EQUESTRIAN™ is the oldest horse show in the U.S. and will celebrate its 171st year this June 3 through 9. Founded in 1853 as a one-day show to encourage better breeding and care of horses, the show has grown to a weeklong tradition with thousands […]
Jun 03 - 09
All Day
Upperville Colt & Horse Show
8300 John S. Mosby Hwy., Upperville, VA 20184

Buchanan Hall Farmer’s Market

The Buchanan Hall Farmer’s Market is back for the 2024 season! Every Wednesday at The Hall on Route 50 in Upperville, shop a collection of local produce, meat, dairy, bread, bagels, artisan items and more! The third Wednesday of the month is the BIG BAZAAR Day, when the Market will host additional artisan and boutique […]
Jun 05
4:30 pm - 7:30 pm
Buchanan Hall
8549 John S. Mosby Hwy. Upperville, VA 20184

Middleburg Farmer’s Market

The Middleburg Farmers Market season begins on Saturday, May 4th at the Middleburg Town Hall. The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the […]
Jun 08
9:00 am - 12:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117

Buchanan Hall Farmer’s Market

The Buchanan Hall Farmer’s Market is back for the 2024 season! Every Wednesday at The Hall on Route 50 in Upperville, shop a collection of local produce, meat, dairy, bread, bagels, artisan items and more! The third Wednesday of the month is the BIG BAZAAR Day, when the Market will host additional artisan and boutique […]
Jun 12
4:30 pm - 7:30 pm
Buchanan Hall
8549 John S. Mosby Hwy. Upperville, VA 20184

Middleburg Farmer’s Market

The Middleburg Farmers Market season begins on Saturday, May 4th at the Middleburg Town Hall. The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the […]
Jun 15
9:00 am - 12:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117

Buchanan Hall Farmer’s Market

The Buchanan Hall Farmer’s Market is back for the 2024 season! Every Wednesday at The Hall on Route 50 in Upperville, shop a collection of local produce, meat, dairy, bread, bagels, artisan items and more! The third Wednesday of the month is the BIG BAZAAR Day, when the Market will host additional artisan and boutique […]
Jun 19
4:30 pm - 7:30 pm
Buchanan Hall
8549 John S. Mosby Hwy. Upperville, VA 20184

Middleburg Farmer’s Market

The Middleburg Farmers Market season begins on Saturday, May 4th at the Middleburg Town Hall. The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the […]
Jun 22
9:00 am - 12:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […]
Jun 24
9:00 am - 3:00 pm

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […]
Jun 25
9:00 am - 3:00 pm

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […]
Jun 26
9:00 am - 3:00 pm

Buchanan Hall Farmer’s Market

The Buchanan Hall Farmer’s Market is back for the 2024 season! Every Wednesday at The Hall on Route 50 in Upperville, shop a collection of local produce, meat, dairy, bread, bagels, artisan items and more! The third Wednesday of the month is the BIG BAZAAR Day, when the Market will host additional artisan and boutique […]
Jun 26
4:30 pm - 7:30 pm
Buchanan Hall
8549 John S. Mosby Hwy. Upperville, VA 20184

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […]
Jun 27
9:00 am - 3:00 pm

Summer Plant Camp

Come to Oak Spring Garden Foundation this summer for Plant Camp! Where green thumbs and creative minds blossoms! Why you’ll love it: -Plant-tastic activities -Wild adventures filled with farm education -Nature-based learning -Engaging farm-to-table projects -Storytime in the garden We will have three sessions: -June 24-June 28 -July 22-July 26 -July 28-August 2 *Daily from […]
Jun 28
9:00 am - 3:00 pm

Middleburg Farmer’s Market

The Middleburg Farmers Market season begins on Saturday, May 4th at the Middleburg Town Hall. The Middleburg Farmers Market is sponsored by the Town of Middleburg to provide local agriculturalists with a retail outlet for their products. The market provides the citizens of the area with an opportunity to purchase fresh quality products from the […]
Jun 29
9:00 am - 12:00 pm
Middleburg Town Hall
10 West Marshall Street, Middleburg, VA 20117
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